1278587-75-9Relevant academic research and scientific papers
Process for Preparing Azomethines from alpha-Oxocarboxylates, Amines and Aryl Bromides
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Page/Page column 6-8, (2012/06/01)
A process for preparing azomethines of the general formula (V) where R is an optionally substituted carbocyclic aromatic radical having 6 to 24 carbon atoms or an optionally substituted alkyl radical or an optionally substituted heteroaromatic radical hav
PROCESS FOR PREPARING AZOMETHINES FROM ALPHA-OXOCARBOXYLATES, AMINES AND ARYL BROMIDES
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Page/Page column 9, (2012/06/01)
A process for preparing azomethines of the general formula (V) where R is an optionally substituted carbocyclic aromatic radical having 6 to 24 carbon atoms or an optionally substituted alkyl radical or an optionally substituted heteroaromatic radical hav
Development of decarboxylative coupling processes for the synthesis of azomethines and ketones
Collet, Florence,Song, Bingrui,Rudolphi, Felix,Goossen, Lukas J.
, p. 6486 - 6501 (2011/12/05)
A bimetallic catalyst system has been developed that allows the synthesis of azomethines by a one-pot three-component decarboxylative coupling, starting from simple, nontoxic precursors, i.e. potassium α-oxo carboxylates, aryl halides and primary amines. In the presence of 15 mol-% copper/phenanthroline and 1 mol-% Pd/dppf, a wide range of valuable imines is conveniently accessible in high yields at 100 °C, an unprecedentedly low temperature for redox-neutral decarboxylative cross-coupling reactions. Hydrogenation of the azomethine products leads to secondary amines. Alternatively, they can be hydrolyzed in situ to aryl ketones. The resulting ketone synthesis via azomethine intermediates is also of interest as it gives higher yields at much lower temperatures than the direct decarboxylative coupling of α-oxo carboxylates with aryl halides. A convenient synthesis of azomethines by a one-pot three-component decarboxylative coupling, starting from potassium α-oxo carboxylates, aryl halides and primary amines is described. Combined with in situ hydrolysis, ketones are obtained. Thisamine-mediated ketone synthesis gives higher yields at lower temperatures than the direct coupling of α-oxo carboxylates. Copyright
Synthesis of azomethines from α-oxocarboxylates, amines and aryl bromides via one-pot three-component decarboxylative coupling
Rudolphi, Felix,Song, Bingrui,Goossen, Lukas J.
supporting information; experimental part, p. 337 - 342 (2011/04/18)
A bimetallic palladium/copper catalyst system allows the highly modular synthesis of azomethines via the decarboxylative coupling of aryl halides and α-iminocarboxylates, generated in situ from potassium α- oxocarboxylates and primary amines. The reaction proceeds already at 100a°C, a new record for redox-neutral decarboxylative cross-coupling reactions.
